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Hotels in Winter Haven

Choose from 37833 Winter Haven Hotel Deals

Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
  • 7 min walk from LEGOLAND® Florida
The price is $170 per night from Apr 16 to Apr 17
$170
includes taxes & fees
Apr 16 - Apr 17
Stay at this 3.5-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (744 reviews)
"In addition to the clean and comfortable rooms, the hotel has an outdoor area with games. It was a lot of fun spending the night playing with my kids. Breakfast had several options and plenty of space."

Reviewed on Mar 20, 2025

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St, SW, Winter Haven, FL
  • 7 min drive from LEGOLAND® Florida
The price is $114 per night from Mar 30 to Mar 31
$114
includes taxes & fees
Mar 30 - Mar 31
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,011 reviews)
"Overall cleanliness was good. Definitely could use some updating."

Reviewed on Mar 21, 2025

Howard Johnson by Wyndham Winter Haven FL
Home2 Suites By Hilton Winter Haven
Home2 Suites By Hilton Winter Haven
3 out of 5
6015 Cypress Gardens Blvd, Winter Haven, FL
  • 10 min walk from LEGOLAND® Florida
The price is $159 per night from Apr 20 to Apr 21
$159
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LEGOLAND® Florida and Chain ...
8.8/10 Excellent! (51 reviews)
"Nice place, clean, friendly staff"

Reviewed on Mar 23, 2025

Home2 Suites By Hilton Winter Haven
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $330 per night from Apr 6 to Apr 7
$330
includes taxes & fees
Apr 6 - Apr 7
Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 5 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful ...
8/10 Very Good! (7,228 reviews)
"Relaxing"

Reviewed on Mar 24, 2025

The Grove Resort & Water Park Orlando
Vacation Village at Parkway
Vacation Village at Parkway
3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $106 per night from Apr 7 to Apr 8
$106
includes taxes & fees
Apr 7 - Apr 8
Stay at this 3-star family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,824 reviews)
Check in
"Was very hectic and very time-consuming. Long lines."

Reviewed on Mar 24, 2025

Vacation Village at Parkway
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Holiday Inn Club Vacations at Orange Lake Resort by IHG
4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $229 per night from Apr 1 to Apr 2
$229
includes taxes & fees
Apr 1 - Apr 2
Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (1,807 reviews)
"Huge property with beautiful grounds"

Reviewed on Mar 23, 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Ramada by Wyndham Kissimmee Gateway
Ramada by Wyndham Kissimmee Gateway
3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
  • 59 min drive from LEGOLAND® Florida
The price is $106 per night from Mar 26 to Mar 27
$106
includes taxes & fees
Mar 26 - Mar 27
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
7.6/10 Good! (4,166 reviews)
"I love this property for its location, price and cleanliness"

Reviewed on Mar 23, 2025

Ramada by Wyndham Kissimmee Gateway
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
3 out of 5
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $110 per night from Apr 1 to Apr 2
$110
includes taxes & fees
Apr 1 - Apr 2
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (1,385 reviews)
"Every thing is close by you can walk around the area 👍😊😊"

Reviewed on Mar 24, 2025

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Margaritaville Resort Orlando with H2O Waterpark
Margaritaville Resort Orlando with H2O Waterpark
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $266 per night from Apr 7 to Apr 8
$266
includes taxes & fees
Apr 7 - Apr 8
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (3,293 reviews)
"Great for kids , love how easy it was !"

Reviewed on Mar 22, 2025

Margaritaville Resort Orlando with H2O Waterpark
Delta Hotels by Marriott Orlando Celebration
Delta Hotels by Marriott Orlando Celebration
3.5 out of 5
2900 Parkway Blvd, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $123 per night from Mar 31 to Apr 1
$123
includes taxes & fees
Mar 31 - Apr 1
Stay at this 3.5-star business-friendly hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and 4 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,717 reviews)
"The amenities were amazing"

Reviewed on Mar 24, 2025

Delta Hotels by Marriott Orlando Celebration
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
4 out of 5
17777 Bali Blvd, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $163 per night from Apr 3 to Apr 4
$163
includes taxes & fees
Apr 3 - Apr 4
Stay at this 4-star family-friendly hotel in Winter Garden. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (3,721 reviews)
"We come down every year for our son's college baseball tournament. We have stayed at this property for four years and love it."

Reviewed on Mar 24, 2025

Hilton Vacation Club Aqua Sol Orlando West
Comfort Inn & Suites Kissimmee by the Parks
Comfort Inn & Suites Kissimmee by the Parks
2.5 out of 5
7675 W Irlo Bronson Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $93 per night from Mar 31 to Apr 1
$93
includes taxes & fees
Mar 31 - Apr 1
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.2/10 Good! (925 reviews)
Great Hotel
"Was an amazing stay. Staff was friendly and the hotel was clean and great location."

Reviewed on Mar 23, 2025

Comfort Inn & Suites Kissimmee by the Parks
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Winter Haven

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